Reaction of [ArN2][BF4] salts immobilized in [BMIM][PF6]
ionic liquid (IL) with TMSI and TMSN3 represents an efficient method
for the preparation of iodo- and azido-derivatives via dediazoniation. Using
TMSBr, competing fluorodediazoniation (ArF formation) and hydrodediazoniation (ArH
formation) were observed depending on the substituents on the benzenediazonium
cation.